2-O-benzyl-4,6-O-benzylidene-3-O-trifluoromethylsulfonyl-α-D-altropyranosyl 3-O-benzyl-4,6-O-benzylidene-2-O-trifluoromethylsulfonyl-α-D-glucopyranoside

Base Information

• Chemical Name: 2-O-benzyl-4,6-O-benzylidene-3-O-trifluoromethylsulfonyl-α-D-altropyranosyl 3-O-benzyl-4,6-O-benzylidene-2-O-trifluoromethylsulfonyl-α-D-glucopyranoside
• CAS No.: 102561-88-6
• Molecular Formula: C₄₂H₄₀F₆O₁₅S₂
• Molecular Weight: 962.893
• Mol file: 102561-88-6.mol

Synonyms:

Chemical Property of 2-O-benzyl-4,6-O-benzylidene-3-O-trifluoromethylsulfonyl-α-D-altropyranosyl 3-O-benzyl-4,6-O-benzylidene-2-O-trifluoromethylsulfonyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-O-benzyl-4,6-O-benzylidene-3-O-trifluoromethylsulfonyl-α-D-altropyranosyl 3-O-benzyl-4,6-O-benzylidene-2-O-trifluoromethylsulfonyl-α-D-glucopyranoside

There total 1 articles about 2-O-benzyl-4,6-O-benzylidene-3-O-trifluoromethylsulfonyl-α-D-altropyranosyl 3-O-benzyl-4,6-O-benzylidene-2-O-trifluoromethylsulfonyl-α-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.3%

trifluoromethylsulfonic anhydride (358-23-6) + C40H42O11 (90593-19-4,127128-53-4) → 2-O-benzyl-4,6-O-benzylidene-3-O-trifluoromethylsulfonyl-α-D-altropyranosyl 3-O-benzyl-4,6-O-benzylidene-2-O-trifluoromethylsulfonyl-α-D-glucopyranoside (102561-88-6)

Guidance literature:

In pyridine; dichloromethane; 1.) 0 deg C, 2.) 0 deg C - room temperature;

DOI:10.1016/0008-6215(85)85008-4

Reference yield: 55.1%

2-O-benzyl-4,6-O-benzylidene-3-O-trifluoromethylsulfonyl-α-D-altropyranosyl 3-O-benzyl-4,6-O-benzylidene-2-O-trifluoromethylsulfonyl-α-D-glucopyranoside (102561-88-6) → 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-mannopyranosyl 3-azido-2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-glucopyranoside + 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-threo-hex-3-enopyranosyl 3-O-benzyl-4,6-O-benzylidene-2-trifluoromethylsulfonyl-α-D-glucopyranoside (102561-91-1) + 3-azido-2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-mannopyranosyl 3-O-benzyl-4,6-O-benzylidene-2-O-trifluoromethylsulfonyl-α-D-glucopyranoside

Guidance literature:

With sodium azide; tetra(n-butyl)ammonium hydrogensulfate; In water; toluene; for 168h; Heating;

DOI:10.1016/0008-6215(85)85008-4

Reference yield:

2-O-benzyl-4,6-O-benzylidene-3-O-trifluoromethylsulfonyl-α-D-altropyranosyl 3-O-benzyl-4,6-O-benzylidene-2-O-trifluoromethylsulfonyl-α-D-glucopyranoside (102561-88-6) → 3-azido-2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-mannopyranosyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (102561-92-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 55.1 percent / NaN₃, tetrabutylammonium hydrogensulfate / toluene; H₂O / 168 h / Heating

2: 68 percent / dimethylformamide / 21 h / Heating

With sodium azide; tetra(n-butyl)ammonium hydrogensulfate; In water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/0008-6215(85)85008-4

upstream raw materials:

trifluoromethylsulfonic anhydride

C₄₀H₄₂O₁₁

Downstream raw materials:

2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-threo-hex-3-enopyranosyl 3-O-benzyl-4,6-O-benzylidene-2-trifluoromethylsulfonyl-α-D-glucopyranoside

3-azido-2-O-benzyl-3-deoxy-α-D-mannopyranosyl 3-O-benzyl-α-D-mannopyranoside

3-azido-2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-mannopyranosyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

3-azido-2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-mannopyranosyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside